Abstract
The authors describe an efficient method for the extraction of tetracycline antibiotics (TCs) from water samples by using a new kind of core-shell adsorbent. It consists of a magnetite (Fe3O4) core and a metal-organic framework (type ZIF-8) as the shell. The sorbent has a large specific surface and superparamagnetic response. The sorbent was characterized by transmission electron microscopy, X-ray photoelectron spectroscopy, nitrogen adsorption, and X-ray diffraction. The adsorption isotherms, dynamic adsorption, and mechanisms of interactions between tetracycline and sorbent were studied. Various parameters affecting the extraction efficiency were optimized. Following desorption of the TCs with methanol (containing 1% of acetic acid), they were quantified by using ultra-high performance liquid chromatography combined with mass spectrometry. The method has a linear range that extends from 0.5 to 50 ng·L−1, and the limits of detection for tetracycline, chlortetracycline, and oxytetracycline are 0.125, 0.122 and 0.143 ng·L−1, respectively. The relative standard deviations of intra-day and inter-day assays range from 3.3% to 8.5%, and from 2.8% to 8.3%, respectively. The recoveries of TCs (at spiking levels of 0.5, 5.0 and 50 ng·L−1) are in the range between 78.3% and 93.7%. The method was successfully applied to the determination of TCs in spiked river water, fish pond water, and livestock wastewater.
References
Oliferova L, Statkus M, Tsysin G, Shpigun O, Zolotov Y (2005) On-line solid-phase extraction and HPLC determination of polycyclic aromatic hydrocarbons in water using fluorocarbon polymer sorbents. Anal Chim Acta 538:35–40
Wang YJ, Jia DA, Sun RJ, Zhu HW, Zhou DM (2008) Adsorption and cosorption of tetracycline and copper (II) on montmorillonite as affected by solution pH. Environ Sci Technol 42:3254–3259
Carrasco-Pancorbo A, Casado-Terrones S, Segura-Carretero A, Fernandez-Gutierrez A (2008) Reversed-phase high-performance liquid chromatography coupled to ultraviolet and electrospray time-of-flight mass spectrometry on-line detection for the separation of eight tetracyclines in honey samples. J Chromatogr A 1195:107–116
Hou DK, Guan Y, Di XW (2011) Temperature-induced ionic liquids dispersive liquid-liquid microextraction of tetracycline antibiotics in environmental water samples assisted by complexation. Chromatographia 73:1057–1064
Kim H, Hong YM, Park J, Sharma VK, Cho S (2013) Sulfonamides and tetracyclines in livestock wastewater. Chemosphere 91:888–894
Pena A, Albert-Garcia JR, Silva LJG, Lino CM, Martínez Calatayud J (2010) Photo-induced fluorescence of magnesium derivatives of tetracycline antibiotics in wastewater samples. J Hazard Mater 179:409–414
Pena A, Paulo M, Silva LJG, Seifrtová M, Lino CM, Solich P (2010) Tetracycline antibiotics in hospital and municipal wastewaters: a pilot study in Portugal. Anal Bioanal Chem 396:2929–2936
Skraskova K, Santos LHMLM, Satinsky D, Pena A, Montenegro MCBSM, Solich P, Novakova L (2013) Fast and sensitive UHPLC methods with fluorescence and tandem mass spectrometry detection for the determination of tetracycline antibiotics in surface waters. J Chromatogr B 927:201–208
Ye Z, Weinberg HS, Meyer MT (2007) Trace analysis of trimethoprim and sulfonamide, macrolide, quinolone, and tetracycline antibiotics in chlorinated drinking water using liquid chromatography electrospray tandem mass spectrometry. Anal Chem 79:1135–1144
Gros M, Petrovic M, Barcelo D (2009) Tracing pharmaceutical residues of different therapeutic classes in environmental waters by using liquid chromatography/quadrupole-linear ion trap mass spectrometry and automated library searching. Anal Chem 81:898–912
Liu MJ, Li YN, Lin S, Dong XC (2014) Determination of tetracycline residues in lake water by on-line coupling of molecularly imprinted solidphase extraction with high performance liquid chromatography. Anal Methods 6:9446–9452
Yu F, Ma J, Han S (2014) Adsorption of tetracycline from aqueous solutions onto multi-walled carbon nanotubes with different oxygen contents. Sci Rep 4:5326–5333
Spondberg AL, Witter JD (2008) Pharmaceutical compounds in the wastewater process stream in Northwest Ohio. Sci Total Environ 397:148–157
Li Z, Zeng HC (2013) Surface and bulk integrations of single-layered au or ag nanoparticles onto designated crystal planes {110} or {100} of ZIF-8. Chem Mater 25:1761–1768
Allendorf MD, Stavila V (2015) Crystal engineering, structure-function relationships, and the future of metal-organic frameworks. CrystEngComm 17:229–246
Zhang M, Feng GX, Song ZG, Zhou YP, Chao HY, Yuan DQ, Tan TTY, Guo ZG, Hu ZG, Tang BZ, Liu B, Zhao D (2014) Two-dimensional metal-organic framework with wide channels and responsive turn-on fluorescence for the chemical sensing of volatile organic compounds. J Am Chem Soc 136:7241–7244
Manna K, Zhang T, Lin WB (2014) Postsynthetic metalation of bipyridyl-containing metal-organic frameworks for highly efficient catalytic organic transformations. J Am Chem Soc 136:6566–6569
Chen BL, Yang ZX, Zhu YQ, Xia YD (2014) Zeolitic imidazolate framework materials: recent progress in synthesis and applications. J Mater Chem A 2:16811–16831
Bux H, Liang FY, Li YS, Cravillon J, Wiebcke M, Caro J (2009) Zeolitic imidazolate framework membrane with molecular sieving properties by microwave-assisted solvothermal synthesis. J Am Chem Soc 131:16000–16001
Yu LQ, Yang CX, Yan XP (2014) Room temperature fabrication of post-modified zeolitic imidazolate framework-90 as stationary phase for open-tubular capillary electrochromatography. J Chromatogr A 1343:188–194
Wang Y, Jin S, Wang Q, Lu G, Jiang J, Zhu D (2013) Zeolitic Imidazolate framework-8 as sorbent of micro-solid-phase extraction to determine estrogens in environmental water samples. J Chromatogr A 1291:27–32
Ge D, Lee HK (2011) Water stability of zeolite imidazolate framework 8 and application to porous membrane-protected micro-solid-phase extraction of polycyclic aromatic hydrocarbons from environmental water samples. J Chromatogr A 1218:8490–8495
Chen L, Li B (2013) Magnetic molecularly imprinted polymer extraction of chloramphenicol from honey. Food Chem 141:23–28
Zhang T, Zhang X, Yan X, Kong L, Zhang G, Liu H, Qiu J, Yeung KL (2013) Synthesis of Fe3O4@ZIF-8 magnetic core-shell microspheres and their potential applicationin a capillary microreactor. Chem Eng J 228:398–404
Pang F, He M, Ge J (2015) Controlled synthesis of Fe3O4/ZIF-8 nanoparticles for magnetically separable nanocatalysts. Chem Eur J 21:6879–6887
Zheng J, Cheng C, Fang WJ, Chen C, Yan RW, Huai HX, Wang CC (2014) Surfactant-free synthesis of a Fe3O4@ZIF-8 core-shell heterostructure for adsorption of methylene blue. Cryst Eng Comm 16:3960–3964
An YQ, Chen M, Xue QJ, Liu WM (2007) Preparation and self-assembly of carboxylic acid-functionalized silica. J Colloid Interface Sci 311:507–513
Venna SR, Jasinski JB, Carreon MA (2010) Structural evolution of zeolitic imidazolate framework-8. J Am Chem Soc 132:18030–18033
Gao L, Chen LG (2013) Preparation of magnetic carbon nanotubes for separation of pyrethroids from tea samples. Microchim Acta 180:423–430
Liao SM, Du QS, Meng JZ, Pang ZW, Huang RB (2013) The multiple roles of histidine in protein interactions. Chem Cent J 7:44–55
Álvarez-Torrellas S, Ribeiro RS, Gomes HT, Ovejero G, García J (2016) Removal of antibiotic compounds by adsorption using glycerol-based carbon materials. Chem Eng J 296:277–288
Zhou JL, Maskaoui K, Lufadeju A (2012) Optimization of antibiotic analysis in water by solid-phase extraction and high performance liquid chromatography-mass spectrometry/mass spectrometry. Anal Chim Acta 731:32–39
Du FY, Zheng X, Sun L, Qin Q, Guo L, Ruan GH (2015) Development and validation of polymerized high internal phase emulsion monoliths coupled with HPLC and fluorescence detection for the determination of trace tetracycline antibiotics in environmental water samples. J Sep Sci 38:3774–3780
Monteiro SH, Francisco JG, Andrade GCRM, Botelho RG, Figueiredo LA, Tornisielo VL (2016) Study of spatial and temporal distribution of antimicrobial in water and sediments from caging fish farms by on-line SPE-LC-MS/MS. J Environ Sci Health Part B 51:634–643
Tang YW, Li M, Gao X, Liu XY, Ma Y, Li Y, Xu YX, Li JR (2016) Preconcentration of the antibiotic enrofloxacin using a hollow molecularly imprinted polymer, and its quantitation by HPLC. Microchim Acta 183:589–596
Wang RL, Yuan Y, Yang X, Han YH, Yan HY (2015) Polymethacrylate microparticles covalently functionalized with an ionic liquid for solid-phase extraction of fluoroquinolone antibiotics. Microchim Acta 182:2201–2208
Acknowledgments
This work was supported by Open Project of State Key Laboratory of Urban Water Resource and Environment, Harbin Institute of Technology (No.ES201607).
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Liu, H., Chen, L. & Ding, J. A core-shell magnetic metal organic framework of type Fe3O4@ZIF-8 for the extraction of tetracycline antibiotics from water samples followed by ultra-HPLC-MS analysis. Microchim Acta 184, 4091–4098 (2017). https://doi.org/10.1007/s00604-017-2442-6
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DOI: https://doi.org/10.1007/s00604-017-2442-6